
Holiday rentals in Greenfield
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Greenfield
Guests agree: these stays are highly rated for location, cleanliness and more.

Sunny State Fair Sojourn!
Newly renovated upper unit in a 1902 Victorian home. 2 bedroom, one bath, kitchen, dining area, living room, and office space! Less than one block from Wisconsin State Fair Park, The Milwaukee Mile and local bus routes! Minutes from American Family Field, Milwaukee County Zoo, and more! Local shuttle to Summerfest and other concerts and sporting events withing walking distance! Private balcony, free parking for one car, private laundry in the unit. Owner occupied lower for over 25 years!

Barclay House in Walker's Point
Our Walker's Point house is recently renovated, nearly everything is new. Relax in this stylish space which includes a private backyard, w/rear & front decks. Located next to cafes and some of Milwaukee's best restaurants. It is also within walking distance to the Summerfest grounds. We are minutes from Downtown Milwaukee, bike trails and the pedal taverns are just a block away from the house. Included are 2 off street parking spaces directly across from unit. We’ve just added a new hot tub!

Bay View MKE Hideaway - with Parking!
Cozy, inviting, one bedroom apartment in the heart of Bayview, literally steps away from some of Milwaukee's best restaurants, bars and shops! One of two Airbnb guest spaces in our house, this downstairs apartment is our home base when we're in Milwaukee, and we love sharing it with guests when we’re on the road! We are within five minutes of Summerfest grounds and East Side & Historic Third Ward districts, and within 10 minutes of the airport, downtown, Marquette University, and Miller Park.

Entire historic home, ideal for families & pets.
Entire cozy, historic 1938 home. No cleaning or guest service fee! Family & Pet (dog/cat) friendly. Steps from playground or historic Village Center w/shopping, dining, wine bar; 15 min to downtown MKE or Airport; 6 min from Rock Sports Complex or WI State Fair Park. Full kitchen; Laundry, Central AC, Hi Speed Wi-Fi; ample work space. Free off street parking. Plush towels and toiletries in bathrooms. Enjoy your visit to this historic garden community. Sleeps 7. Over 70 “5 Star” Reviews.

Nice 1 BR Apt, WIFI & Office, Near State Fair
This beautifully furnished upper duplex offers a cozy and comfortable living space in a safe and peaceful neighborhood. The kitchen comes fully equipped with all the necessary supplies for cooking and dining, and the garage and driveway provide convenient parking options. Stay connected with the included WIFI and watch YouTube TV. Nice Office space. Conveniently located near major freeways, downtown, hospitals, and the State Fair Grounds. Book now for a stress-free and enjoyable stay

Tosa Respite (second floor, private suite)
Beautiful, private, second floor suite nestled in a quaint Wauwatosa neighborhood, Tosa Respite is a getaway within the city. Tosa Respite is conveniently located a stone’s throw from Interstate 94, Froetdert Hospital, The Medical College of WI, the Ronald McDonald House, State Fairgrounds, and biking/walking trails. Also walking distance to shops, cafés, restaurants, with a Bublr hub around the corner. Owner lives on premise and operates a private studio on the first floor.

Tosa Village Studio Apartment
Tosa Village Studio. (Wauwatosa is the first suburb west of Milwaukee). Walk to the Village and explore the boutique shops, restaurants and bars. Enjoy summer concerts in Hart Park. Miller Park (Milwaukee County Stadium - Home of the Brewers) only 3.5 miles away. Close to the Medical Complex, Froedert and Children's Hospitals. 6.5 miles to the Fiserv Forum (Home of the Milwaukee Bucks). Six miles to downtown Milwaukee. Enjoy Summerfest at the Lake Michigan shore.

The Cheese House
Large well appointed two bedroom, living room, dining room, kitchen, and private balcony. Apartment is located on the second floor right above the award winning West Allis Cheese & Sausage Shoppe. Each stay includes 4 breakfast sandwiches and house coffee vouchers for the cheese store cafe. The rental is centrally located minutes from Pettit National Ice Center, Milwaukee County Zoo, Wisconsin State Fair, and Brewers Stadium not to mention local restaurants.

Charming 1BR Loft • Parking + Walkable Location
Welcome to your stylish Milwaukee retreat! This 1BR loft blends historic Cream City charm with modern comfort. Soaring 15-ft ceilings, exposed brick, and oversized windows create a bright, open space. Enjoy a spacious king bed, fully stocked kitchen, and free off-street parking — rare in this neighborhood. Walk to the Third Ward, Walker’s Point, and Milwaukee’s best restaurants, breweries, shops, and the vibrant riverfront. Perfect for both work and play.

Historic on The Avenue
Entire Home- 3 bedrooms This beautiful historic home is centrally located in the heart of Wauwatosa! Steps from the quaint village with restaurants, bars, coffee shops and boutiques! This property marries old world charm with modern amenities. Less than 15 minutes via freeway to downtown Milwaukee, the lakefront, Marquette University, less than 10 minutes to American Family Field, 5 minutes to the Milwaukee Zoo and Froedtert/Children's hospital.

Mid-Century Inspired Upper Duplex in Bay View
Step through the carpeted private entrance of this 2nd floor home, and into a mid-century interior with a modern twist. Eye-catching touches include the collection of retro radios that give it its name, stylish decor and a subway-tiled bathroom. This cozy apartment is decorated in a mid-century theme with a modern twist. It's on the second floor of a duplex. You will have your own carpeted entrance located in the back of the property.

Near to all Milwaukee favorites/ Free Parking/WiFi
Make yourself, family or friends at home in this Cozy comfortable upper 2 bedroom, 1 bathroom house with Wisconsin charm! It’s a great location in the city of West Allis just a short drive to everywhere in Milwaukee. I appreciate that you considered my Airbnb listing! Please feel free to contact me on how I can improve your stay. Also, please take a moment to review my house rules. Can wait to host you, thanks!!!
Popular amenities for Greenfield holiday rentals
Stay near Greenfield's top sights
Other great holiday rentals in Greenfield

* NEW* *Black Sheep Cottage*

Cozy, historic home in walkable Greendale village

Spacious 4BR, 2BA Home | Quiet SW Milwaukee Suburb

Cozy Milwaukee cottage (whole house), sleeps 6

Green Valley Homes - Updated Lower Apartment

House in Alverno Neighborhood

Newly Remodeled Historic 3+/2

Stylish Little Gem, King Bed, Close to State Fair
When is the best time to visit Greenfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 107 | € 107 | € 121 | € 125 | € 133 | € 128 | € 137 | € 137 | € 130 | € 100 | € 85 | € 128 |
| Avg. temp | -4°C | -3°C | 3°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 12°C | 5°C | -1°C |
Frequently Asked Questions
Do house rentals in Greenfield have a kitchen?
Absolutely! We offer over 40 house rentals with a kitchen in Greenfield. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Greenfield have free parking?
Absolutely! We offer over 30 house rentals with free parking in Greenfield. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Greenfield have air conditioning?
Absolutely! We offer over 40 house rentals with air conditioning in Greenfield. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Greenfield have wifi?
Absolutely! We offer over 40 house rentals with wifi in Greenfield. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Greenfield?
Greenfield has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there vacation rentals with a dedicated workspace in Greenfield?
Yes! Work meets play with ease at over 30 vacation rentals in Greenfield featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Greenfield?
Make yourself at home in Greenfield by choosing from our most frequently booked neighborhoods. We have over 90 vacation rentals in Mount Olivet, over 90 vacation rentals in Hawley Farms, and over 50 vacation rentals in Euclid Park.
What are the most popular amenities for House Rentals in Greenfield?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with wifi, over 40 homes with a kitchen, over 30 homes with free parking, over 40 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Greenfield?
Four-legged friends are welcome in Greenfield. Choose from more than 10 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Greenfield?
Experience the best of Greenfield with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Quick stats about holiday rentals in Greenfield

Total holiday rentals
Explore 60 holiday rentals in Greenfield

Nightly prices starting at
Greenfield holiday rentals start at € 26 per night before taxes and fees

Verified guest reviews
Over 1,620 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Greenfield holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Greenfield rentals

4.8 Average rating
Greenfield stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Chicago Holiday rentals
- Upper Peninsula of Michigan Holiday rentals
- Platteville Holiday rentals
- Downtown Chicago Holiday rentals
- Indianapolis Holiday rentals
- Detroit Holiday rentals
- Minneapolis Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Windsor Holiday rentals
- Ann Arbor Holiday rentals
- Twin Cities Holiday rentals
- Six Flags Great America
- Alpine Valley Resort
- Erin Hills Golf Course
- Illinois Beach State Park
- Wilmot Mountain Ski Resort
- Harrington Beach State Park
- Milwaukee County Zoo
- Racine North Beach
- West Bend Country Club
- Richard Bong State Recreation Area
- Bradford Beach
- Milwaukee Country Club
- Moraine Hills State Park
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Discovery World
- Springs Water Park
- Milwaukee Public Museum
- Heiliger Huegel Ski Club
- Sunburst
- America's Action Territory
- Blue Mound Golf and Country Club
- Little Switzerland Ski Area
- The Rock Snowpark
- Staller Estate Winery




